Sulfuric acid magnesium salt (1:1) → 7-(pyridin-4-ylethynyl)-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole

HRID 37799

Reaktionsgleichung

Reaktionsgleichung von HRID 37799
Br[C:2]1[C:10]2[NH:9][C:8]3[CH:11]4[CH2:17][CH2:16][N:14]([CH2:15][C:7]=3[C:6]=2[CH:5]=[CH:4][CH:3]=1)[CH2:13][CH2:12]4.Cl.[C:19]([C:21]1[CH:26]=[CH:25][N:24]=[CH:23][CH:22]=1)#[CH:20].[O-]S([O-])(=O)=O.[Mg+2]>>[N:24]1[CH:25]=[CH:26][C:21]([C:19]#[C:20][C:2]2[C:10]3[NH:9][C:8]4[CH:11]5[CH2:17][CH2:16][N:14]([CH2:15][C:7]=4[C:6]=3[CH:5]=[CH:4][CH:3]=2)[CH2:13][CH2:12]5)=[CH:22][CH:23]=1

Komponenten

4

Edukt 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 162169314-Ethynylpyridine hydrochlorideHCID 672401637-bromo-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole

Produkt 1

HCID 532512667-(pyridin-4-ylethynyl)-3,4,5,6-tetrahydro-1H-2,5-ethanoazepino[4,3-b]indole

Versuchsvorschrift

The product of Example 1B (100 mg, 0.34 mmol), 4-ethynylpyridine hydrochloride (144 mg, 1.03 mmol; Aldrich) and MgSO4 (83 mg, 0.69 mmol) were combined and processed as described in Example 3 to provide the title compound: 1H NMR (400 MHz, methanol-d4) δ ppm 2.05-2.16 (m, 4 H), 3.03-3.14 (m, 2 H), 3.18-3.22 (m, 1 H), 3.22-3.29 (m, 2 H), 4.26 (s, 2 H), 7.03 (t, J=7.6 Hz, 1 H), 7.29 (dd, J=7.5, 0.8 Hz, 1 H), 7.41 (dd, J=7.9, 0.9 Hz, 1 H), 7.62-7.66 (m, 2 H), 8.53-8.58 (m, 2 H); MS (APCI) m/z 314 (M+H)+.

Quellen und Nachweise

ORD-Eintrag
ord-23ec6be4ce24413ab7c8ab563a4c20f8
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524703B2

Verknüpfte Notizen

Wird geladen…